5-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamine → N-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-(2-methoxyethyl)-2-nitro-1,1-ethenediamine

HRID 426499

反応式

HRID 426499 の反応式
[CH3:1][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])=[CH:7][CH:6]=1)[CH3:3].CS[CH:17](SC)[CH2:18][N+:19]([O-:21])=[O:20]>C(#N)C>[CH3:3][N:2]([CH2:4][C:5]1[O:9][C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:17]([NH:2][CH2:4][CH2:5][O:9][CH3:8])=[CH:18][N+:19]([O-:21])=[O:20])=[CH:7][CH:6]=1)[CH3:1]

参加物

4

反応物 2

HCID 1622035-(((2-Aminoethyl)thio)methyl)-N,N-dimethyl-2-furanmethanamineHCID 123722641,1-Bis(methylsulfanyl)-2-nitroethane

生成物 1

HCID 70571485N-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-(2-methoxyethyl)-2-nitro-1,1-ethenediamine収率 55.9%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2-[[[5-(Dimethylamino)methyl-2-furanyl]methyl]thio]ethanamine (2.14 g) and 1,1-bis(methylthio)-2-nitroethane (1.65 g) were refluxed in acetonitrile for 8 hr. Solvents were removed and an ethanolic solution of 2-methoxyethylamine (0.75 g) added. After refluxing for a further 8 hr, removal of solvents gave an oil. This was purified by column chromatography to give N-[2-[[[5-(dimethylamino)methyl-2-furanyl]methyl]thio]ethyl]-N'-(2-methoxyethyl)-2-nitro-1,1-ethenediamine (1.0 g). NMR τ (CDCl3) 7.73 s (6H); 7-7.5 m (2H); 6.2-7 m (11H); 6.23 s (2H); 3.81 s (2H); 3.42 s (1H).

後処理

  1. customSolvents were removed
  2. additionan ethanolic solution of 2-methoxyethylamine (0.75 g) added
  3. temperatureAfter refluxing for a further 8 hr
  4. customremoval of solvents
  5. customgave an oil
  6. customThis was purified by column chromatography

出典と根拠

ORDレコード
ord-c13a5046babf4e649f482d3fb8fe6938
出典データセット
uspto-grants-1979_10
特許番号
US04169855

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